3944-72-7

Basic information

• Product Name: 1-OCTANE SULFONIC ACID
• Synonyms: 1-octanesulfonic acid solution;1-OCTANE SULFONIC ACID;OCTANESULFONIC ACID;octanesulphonic acid;1-OCTANESULPHONICACID;Octane-1-sulfonic acid
• CAS NO: 3944-72-7
• Molecular Formula: C₈H₁₈O₃S
• Molecular Weight: 194.29
• EINECS: 223-535-3
• Mol File: 3944-72-7.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.084 g/cm³
• CAS DataBase Reference: 1-OCTANE SULFONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-OCTANE SULFONIC ACID(3944-72-7)
• EPA Substance Registry System: 1-OCTANE SULFONIC ACID(3944-72-7)

Safety Data

• Hazardous Substances Data: 3944-72-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H18O3S.Na/c1-2-3-4-5-6-7-8-12(9,10)11;/h2-8H2,1H3,(H,9,10,11);/q;+1/p-1

Synthetic route

Octanethiol (111-88-6) → 6-methylheptane-1-sulfonyl chloride + 1-chlorooctanesulphonyl chloride (4127-28-0) + 1-chlorooctanesulphinyl chloride + 1-octanesulfinic acid (3944-71-6) + octane-1-sulfonyl chloride (7795-95-1) + 1-octanesulfonic acid (3944-72-7) + S-octyl octane-1-sulfonothiolate (7651-62-9)

Conditions	Yield
With hydrogenchloride; water; chlorine at 6 - 20℃; for 6 - 9h; Industry scale;	A 0.3% B 0.25% C 0.1% D 0.1% E 97% F 0.2% G 0.1%

Octanethiol (111-88-6) → 1-octanesulfonic acid (3944-72-7)

Conditions	Yield
With dihydrogen peroxide; trichlorophosphate In water at 80℃; for 1h; Micellar solution;	95%
With dihydrogen peroxide; trichlorophosphate In water at 80℃; for 1h; Micellar solution;	93%

1,4-butane sultone (1633-83-6) + n-butyllithium (109-72-8, 29786-93-4) → 1-octanesulfonic acid (3944-72-7)

Conditions	Yield
With diethyl ether

1-Chlorooctane (111-85-3) → 1-octanesulfonic acid (3944-72-7)

Conditions	Yield
With water; sodium sulfite at 200℃;

3-thiaundecanol (3547-33-9) → 1-octanesulfonic acid (3944-72-7)

Conditions	Yield
With nitric acid

oct-1-ene (111-66-0) → 1-octanesulfonic acid (3944-72-7)

Conditions	Yield
With methanol; ammonium hydrogen sulfite; 2,2-bis(tert-butylperoxy)butane at 120℃;
With methanol; ammonium hydrogen sulfite; tert-Butyl peroxybenzoate at 120℃;
With sodium hydrogensulfite

hydrogenchloride (7647-01-0) + ethanol (64-17-5) + ethyl octanesulfonate (5455-54-9) → 1-octanesulfonic acid (3944-72-7)

Conditions	Yield
Rate constant; bei Siedetemperatur;

hydrogenchloride (7647-01-0) + ethanol (64-17-5) + octane-1-sulfonyl chloride (7795-95-1) → 1-octanesulfonic acid (3944-72-7) + ethyl octanesulfonate (5455-54-9)

Conditions	Yield
Zeitlicher Verlauf der Solvolyse, bei Siedetemperatur;

octane (111-65-9) → 1-octanesulfonic acid (3944-72-7)

Conditions	Yield
With sulfur dioxide; oxygen; acetic acid; bis(acetylacetonate)oxidovanadium(IV) at 60℃; under 758.326 Torr; for 15h; Conversion of starting material;

1-octanesulfonic acid (3944-72-7) → octane-1-sulfonyl chloride (7795-95-1)

Conditions	Yield
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; potassium chloride at 25℃; for 0.0333333h; Neat (no solvent);	90%

1-octanesulfonic acid (3944-72-7) → octane-1-sulfonyl azide (98487-74-2)

Conditions	Yield
With sodium azide; trichloroacetonitrile; triphenylphosphine In acetonitrile at 20℃; for 2h;	84%

1-octanesulfonic acid (3944-72-7) → dioctyl disulfide (822-27-5)

Conditions	Yield
With PPA; tetra-(n-butyl)ammonium iodide; potassium iodide In sulfolane at 80℃; for 5h;	66%
With tetra-(n-butyl)ammonium iodide; potassium iodide In sulfolane at 80℃; for 5h;	66%

Diazoethan (1117-96-0) + 1-octanesulfonic acid (3944-72-7) → ethyl octanesulfonate (5455-54-9)

Conditions	Yield
With diethyl ether

diazomethane (186581-53-3, 908094-01-9) + 1-octanesulfonic acid (3944-72-7) → 1-octanesulfonic acid methyl ester (10307-28-5)

Upstream product

• 111-88-6 Octanethiol 
• 111-65-9 octane 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 7795-95-1 octane-1-sulfonyl chloride 
• 5455-54-9 ethyl octanesulfonate 
• 111-66-0 oct-1-ene 
• 3547-33-9 3-thiaundecanol 
• 111-85-3 n-chlorooctane 
• 1633-83-6 1,4-butane sultone 
• 109-72-8 n-butyllithium 

Downstream Products

• 7795-95-1 octane-1-sulfonyl chloride 
• 822-27-5 dioctyl disulfide 
• 10307-28-5 1-octanesulfonic acid methyl ester 
• 5455-54-9 ethyl octanesulfonate 

Relevant articles and documents

Synthesis of sulfonyl chlorides and sulfonic acids in SDS micelles

H2O2/POCl3 is found to be a reactive reagent system that can be used in sodium dodecyl sulfate (SDS) micellar solution in aqueous media for the direct oxidative chlorination of thiol and di-sulfide derivatives to give the desired sulfonyl chlorides. The oxidation of thiols and disulfides to sulfonic acids with this system is also reported. In most cases, these reactions are highly selective, simple, and clean, affording products in excellent yields and high purity. Georg Thieme Verlag Stuttgart · New York.

PROCESS FOR PREPARING ORGANIC SULFUR ACIDS OR SALTS THEREOF

A process for producing organic sulfur acid or a salt thereof of the present invention allows an organic substrate to react with a sulfur oxide in the presence of a metallic compound catalyst and in the absence of N-hydroxy and N-oxo cyclic imide compounds and thereby yields a corresponding organic sulfur acid or a salt thereof. Such organic substrates include, for example, (a) homocyclic or heterocyclic compounds having a methylene group, (b) compounds having a methine carbon atom, (c) compounds having a methyl group or methylene group at the adjacent position to an unsaturated bond, (d) non-aromatic heterocyclic compounds having a carbon-hydrogen bond at the adjacent position to a hetero atom, and (e) straight-chain alkanes. The sulfur oxide includes, for example, sulfur dioxide. This production process can efficiently produce an organic sulfur acid or a salt thereof under mild conditions.